Hmm.. If Lee goes up against SM Naruto, he'll lose due to stamina. If Lee goes up against MS Sasuke, he has nothing on V3 Susano'o, so again the gates are his own enemy.
So Lee will lose to whoever he faces, but Gai will pwn whoever he faces (will take longer for Naruto though cus of KB and SM durability) so if Gai faces Naruto and Sasuke can dispatch Lee before Gai beats Naruto, them both would be too much for Gai team 1 high diff.
If Gai faces Sasuke then he'll either go one on one with Naruto (with which he'll win very high diff cus he's already tired) or he'll beat Naruto with Lee (if Lee lasts that long).
So really it's a toss up but I see team 1 winning more times than not just cus their techs don't tire them out so quickly.