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When the ability resolves, Tree of Perditions toughness becomes the targeted opponents former life total and that player gains or loses an amount of life necessary so that his or her life total equals Tree of Perditions former toughness

First, the deck took too long to close games

Even though cards with madness are discarded into exile, any card that affects discarded cards specifically like Shadow of the Grave recognizes them as being discarded if you choose to put the madness card into your graveyard instead of casting it

The long and short of it is that it's a snapshot in time - a format that predates the made-for-Commander releases starting with Commander 2011 and is thus New Phyrexia backwards