#2 The Undertaker vs. The Fiend
Now, this is a controversial pick, especially if you consider that Bray Wyatt vs. The Undertaker did happen at WrestleMania, and it was a pretty solid match too. And you would be justified in your assumption that other 'Supernaturally-inclined' personas such as Aleister Black's current gimmick or Finn Balor's Demon King avatar would have made worthy opponents for The Undertaker. But literally, everyone expected The Fiend to interrupt The Undertaker's final farewell following the tweet shared above.
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Why The Fiend was picked for this list is because he is a completely different wrestler from the erstwhile Bray Wyatt, in much the same way that The Undertaker is different from Mean Mark or the Master of Pain, his former gimmicks.
The Fiend vs. The Undertaker could have been a fantastic moment where The Undertaker goes out on his back, as he would have wanted to go, considering that he is the last of the old-school. It could have been a passing of the torch, from one Supernatural gimmick to another, to round off a fantastic career in WWE.