#2 The Undertaker
How we wish this encounter would have happened at WrestleMania 32. From the sign of things, the dream bout was going to take place at WrestleMania 32 in a marquee match. The Undertaker had racked up an incredible list of names at the Grandest Stage of Them All and it was clear that one major name was missing - John Cena.
Unfortunately, things changed after Cena suffered a major injury that would keep him out until the midpoint of 2016. As a result, The Undertaker faced Shane McMahon. The following year would have been the right time as well, but WWE chose to have Cena wrestle a mixed tag team match so he could have the "WrestleMania moment" of proposing to Nikki Bella (which all seems to have big one big waste, in retrospect).
They finally faced off at WrestleMania 34 but it lasted all but 165 seconds. The entire build to the match itself was just Cena pleading for a match against The Undertaker to have a spot at WrestleMania.
While it would make storyline sense to run it back again, WWE shouldn't.