So its pretty much a given that if PIT wins this series, the Conn Smythe goes to Crosby/Malkin, with Malkin leading right now. No matter what happens in the next three games, short of Crosby and Malkin both being abducted by aliens, no one else on the Penguins can possibly win the Conn Smythe. The interesting discussion is what happens to the Conn Smythe if the Wings win it.
Leach actually won it as his Flyers were swept in the Cup Final by the Montreal Canadiens. Leach finished that postseason with 19 goals scored, a record that has since been tied by Jari Kurri. Leach had 19 goals, but of those 19 goals, 5 of them came in one game against the Boston Bruins earlier in the playoffs, and he only had 24 points total. He had 4 goals in the final, of Philadelphia's total 9. 19 goals in a playoff is a hell of a number, but when you take out that 5 goal game, you're looking at 14-5-19 in 15 games. Still a solid year, but hardly worthy of a losing-team Conn Smythe trophy, I don't think. I also don't know how many assists might have come in that 5-goal game, so his points total sans that game might be less.