I shouldn't need to remind you that if the San Jose Sharks make it into the Stanley Cup Finals, the pick the Leafs received for James Reimer will improve from a 4th to a 3rd, but really, we don't need any other reason to cheer for the Sharks apart from the fact that Reimer is there. Add to that that Jumbo Joe could get to hoist a Cup, and I think it's a slam dunk to cheer for San Jose.
Really, I wouldn't be upset to see the Blues win either, but there is certainly a more immediate connection to the Sharks via more recent Leaf players, but also the draft pick.