My Leafs have had some doozies, i.e. Tom Kurvers for a first rounder (niedemayer) but this one takes the case.
The Leafs drafted Doug Jarvis then traded him to the Habs (before he played one game for the Leafs!!!!!) for Greg Hubick. Jarvis goes on to become the NHL iron-man, (914 games), won 4 Stanley Cups, now asst coach of Dallas. Meanwhile Greg Hubick played 72 games for the Buds racking up 14 points !!!!
Doug Jarvis on that great late 70's team of the Leafs could have put us over the top.
(Sittler, MacDonald, Thompson Williams, Boutette, Salming, Turnbull, Paltmateer and Jarvis would have been one heck of a core group).