This is an interesting matchup and I have been thinking about similar fights for a long time. Tenebrous is clearly an obscure character with limited feats, but his position as one of the last in the Order of the Sith Lords and as the direct predecessor to Plagueis would automatically insinuate a victory. With comparisons to their feats, I should still favor him.
In terms of dueling, Tenebrous is somewhat unknown. Pertaining to skill, he has no directly shown feats, but his direct antecedence before Plagueis would indicate similar levels of skill, given Plagueis' own distate for lightsaber dueling and Tenebrous's own enjoyment of it. Tenebrous's mastery expanded to other weapons, since he was able to use Force pikes to outfight an entire army alongside Plagueis. He should, under logical inference, have sparred with Plagueis, but there's no solid evidence of that. He was able to train Venamis into Plagueis' style, and from Venamis, we can solidly infer that Tenebrous could have accomplished the same feats of switching multiple forms ambidextrously and fighting while suspended in the air, which attests to technical knowledge/skill and synergy between fighting skills and Force abilities. However, Tenebrous simply isn't pronounced enough in this area - he has no solid victories against anybody, so far. Vader has outfought the Dark Woman, Roan Shyrne, held the advantage against Ben Kenobi, and then, improving tremendously, defeating TESB Luke and stalemating RotJ Luke. Vader has received accolades for being one of the most skilled swordsmen in history, and while under reasonable inference, Tenebrous would be comparably skilled, Vader just has a greater wealth of feats to draw on. Vader would get the edge if a fight was decided solely by combative proficiency, but there are multiple other elements in a fight, all of which need to be considered.
With respects to other physical attributes, Vader should also get the edge in physical strength and resilience simply for Tenebrous's own lack of feats. I suspect his own reserves and potential should grant him at least Maul-level strength/durability, but we can't say. However, the most pertinent attribute for this fight is speed, and in this category, Tenebrous vastly outstrips Vader. He has ran fast enough to nearly knock Plagueis over and then give him strain to keep up, and has fought fought entire armies alongside Plagueis with only force pikes and not only defeated the armies, but emerged unscathed (quotes for each in respective order):
Nearly knocked over by the swiftness of Tenebrous’s departure, Plagueis had to call deeply on the Force merely to keep up.
Source: Darth Plagueis
The location of the planet known to the Sith as Kursid had been expunged from the Republic records in distant times, and for the past six hundred years had been reserved for use as a place of spectacle. Masters and apprentices of the Bane lineage had visited with enough regularity that a cult had come into being in that part of the world based on the periodic return of the sky visitors. The Sith hadn't bothered to investigate what Kursid's indigenous humanoids thought about the visits—whether in their belief systems the Sith were regarded as the equivalent of deities or demons—since it was unlikely that the primitives had yet so much as named their world. However, visiting as apprentice and—more often than not—as Master, each Sith Lord had remarked on the slow advancement of Kursid's civilization. How, on the early visits, the primitives had defended themselves with wooden war clubs and smooth rocks hurled from slings. Two hundred years later, many of the small settlements had grown to become cities or ceremonial centers built of a crude sort, and magical guardian symbols had been emblazoned on the sloping sides of defensive walls. At some point previous to Darth Tenebrous's visit as an apprentice, replicas of the Sith ships had been constructed in the center of the arid plateau that served as a battleground, and enormous totemic figures—visible only from above—had been outlined by removing tens of thousands of fists-sized volcanic stones that covered the ground. On Plagueis's first visit, some fifty years earlier, the warriors he and Tenebrous had faced had been armed with longbows and metal-tipped lances.
That the Sith had never demanded anything other than battle hadn't kept the primitives from attempting to adopt a policy of appeasement, leaving at the ships' perpetual landing site foodstuffs, sacrificial victims, and works of what they considered art, forged of materials they held precious or sacred. But the Sith had simply ignored the offerings, waiting instead on the stony plain for the primitives to deploy their warriors, as the primitives did now with Plagueis and Sidious waiting. Announcing their arrival with low runs over the city, they had set the ship down and waited for six days, while the mournful calls of breath-driven horns had disturbed the dry silences, and groups of primitives had flocked in to gather on the hillsides that overlooked the battleground.
"Do you recall what Darth Bane said regarding the killing of innocents?" Plagueis had asked.
"Our mission," Sidious paraphrased, "is not to bring death on all those unfit to live. All we do must serve our true purpose—the preservation of our Order and the survival of the Sith. We must work to grow our power, and to accomplish that we will need to interact with individuals of many species across many worlds. Eventually word of our existence will reach the ears of the Jedi."
To refrain from senseless killing, they wielded force pikes rather than lightsabers. Meter-long melee weapons used by the Echani and carried by the Senate Guard, the pikes were equipped with stun-module tips capable of delivering a shock that could overwhelm the nervous systems of most sentients, without causing permanent damage.
"The next few hours will test the limits of your agility, speed, and accuracy," Plagueis said, as several hundred of the biggest, bravest, and most skilled warriors—their bodies daubed in pigments derived from plants, clay, and soil—began to separate themselves from the crowds. "But this is more than some simple exercise in our rise to ultimate power, and therefore servants of the dark side of the Force. Centuries from now, advanced by the Sith, they might confront us with projectile weapons or energy beams. But then we will have evolved, as well, perhaps past the need for this rite, and we will come instead to honor rather than engage them in battle. Through power we gain victory, and through victory our chains are broken. But power is only a means to an end."
To the clamorous beating of drums and the wailing of the onlookers, the warriors brandished their weapons, raised a deafening war cry, and attacked. A nod from Plagueis, and the two Sith sped across the plain to meet them, flying among them like wraiths, evading arrows, gleaming spear tips, and blows from battle-axes, going one against one, two, or three, but felling opponent after opponent with taps from the force pikes, until among the hundreds of jerking, twitching bodies sprawled on the rough ground, only one was left standing. That was when Plagueis tossed aside the stun pike and ignited his crimson blade, and a collective lament rose from the crowds on the hillsides.
Source: Darth Plagueis
Tenebrous's combat speed and agility is vastly superior, and his running speed is infinitely superior. Vader's strength and skill would be tantamount to irrelevant by virtue of Tenebrous's sheer speed advantage. Vader would probably never be able to hit him, and truth be told, I fail to see Vader even holding an offensive. He would probably be on the defensive the entire time, and he would only be able to sustain resistance for so long. Tenebrous's reasonably inferred comparable mastery as well as his tremendous speed advantage would grant him the win.
With respects to Force powers, Tenebrous is just about as powerful. Vader's best telekinetic feat would be collapsing a cathedral, but Tenebrous, with no evident strain, supporting huge sloughing pieces of cave ceiling that threatened to crush his ship. Vader's showing is honestly not as impressive. In sheer size, perhaps it is more impressive, but if one scrutinizes the other pertinent elements, Tenebrous's feat is somewhat but only slightly superior. For one, Vader is simply collapsing the cathedral, which indicates gravity would aid him. Tenebrous, however, was supporting the collapsing cave ceiling slabs, so he would be fighting against gravity. Moreover, Tenebrous's feat seemed to happen instantly and required only moderate effort, while Vader's feat took an extensive period of time and he seemed to require maximum effort. Now, Vader did grow more powerful by RotJ, but probably only marginally (none of his feats showcase this, and it was never stated by how much). They're either equals in telekinesis or Tenebrous exceeds him.
Regarding other abilities, Tenebrous should be more masterful. With only moderate effort, he has weaved Force shields that have repelled explosions powerful enough to destroy mines and collapse portions of caves, while Vader's usages of Barrier have only served him against blaster bolts, to my memory. While Vader has utilized powers Tenebrous has never been shown (operative word) to use, such as Deflection and Alter Environment, Tenebrous's own status as the master in the Banite Sith should offer him a wealth of texts and holocrons and esoteric knowledge which probably does exceed Vader's, not that it would matter. However, we can definitely attest to Tenebrous being more masterful in the Force. Beyond the aforementioned displays of power which seemed to favor Tenebrous, Tenebrous's own Force senses are sophisticated enough to operate on a microscopic level even as he was dying, and being able to sense the individual deaths of his midi-chlorians exceeds any usage of Force Sense Vader has offered:
His Force-perception was even more acute than the magnifying powers of his enormous eyes; in the Force, he could feel each individual midi-chlorian wink out in turn, a spreading wave of darkness, like stars eclipsed by the silhouette of an approaching ship.
Source: The Tenebrous Way
Also, Tenebrous was implied to have telepathically manipulated Plagueis' mind for years, perhaps in similar fashion to how Sidious did. While TP would probably never enter a fight between them, we can safely say Tenebrous's telepathic abilities would be superior if this is the case.
Pertaining to other elements that may factor in, there's probably two more left - one, that Tenebrous's own intelligence and computational abilities also vastly outstrip Vader's, as he can calculate the future.
Like many Sith before him, he had turned his powers toward knowledge of the future. But unlike any Sith before him he had the enormous brain of his people, which combined sheer brute processing power with a level of analytical precision simply beyond the capacity of any other species. The future was always in motion, and while other Sith struggled to foresee the faintest, least specific hints of what was to come, Tenebrous had no need to see the future.
He could calculate it.
Source: The Tenebrous Way
Two, Tenebrous does know Lightning, but the sheer potency of it is unidentified. All we know is that it can leave behind residual sparks long after the initial discharge, which would probably indicate he could harm Vader, but not give him an instant win (Vader has withstood electrical nets before). Vader could also catch it on his blade or weaken the Lightning with his Barrier such that, if the Lightning did bypass the Barrier, it would probably be inconsequential. Lightning would probably not hit for a majority, but it could slow Vader enough to guarantee Tenebrous's victory for the round, but even then, I doubt it would be necessary.
Also, Vader would never be able to permanently kill Tenebrous. His preset retrovirus would cause his maxi-chlorians to migrate into Vader's body, although the OP stipulates physical death is the only prerequisite for victory. In any case, I would support Tenebrous every time for reasons listed above.
Darth Tenebrous, 10/10.
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