This is way tougher than most of these end up being. I'm going to zag a little bit and go:
Pickett $4
Izzy $2
Boyd $4
Weah $1
Dickerson $4
Dorin is the spend up, I just think his talent with Boyd, Weah, and Izzy on the field would be unstoppable. The difference between him and other TEs in terms of talent/production is higher than the difference between, say, Boyd and Baldwin or Shady and Conner.
If I have some time later tonight, I'll make one that goes all the way to $10 because we're missing lots of people, like Curtis Martin, Dion Lewis, etc