I'd do this trade sending the Cleveland pick to Orlando:
http://espn.go.com/nba/tradeMachine?tradeId=lqelh5uto Boston: Thomas Robinson, Dorell Wright
to Portland: Gerald Wallace, Phil Pressey, Dewayne Dedmon
to Orlando: Joel Freeland, Cleveland's pick
why for Orlando: third string C for third string C, getting a late first rounder is worth it
why for Portland: if they really want Wallace, they get a third string PG and a bigger third string C in Dedmon, who is a better insurance for Kaman than Freeland
why for Boston: save money now, get Wallace off the books and get a reclamation project in Robinson. Dorell Wright is another expiring.
Still an unbalanced roster, but a lot of options next February, with Bass+Thornton+Wright adding up to 18M in expirings:
Rondo/Turner/Smart
Bradley/Thornton/Young
Green/Wright/Powell
Sully/Bass/Robinson
Zeller/Olynyk/Faverani
Send Robinson and Powell down to the DLeague and play the season out until the trade deadline.