I'd do this trade sending the Cleveland pick to Orlando:
http://espn.go.com/nba/tradeMachine?tradeId=lqelh5u
to 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.
No reason to get Orlando involved. Wright and Robinson match up with Wallace's salary since Portland would be under luxury tax.
I'd happily do Wright and Robinson for Wallace, Powell, and a couple of second round picks. This would essentially mean we sent something similar to what we got for Bogans' contract to dump Wallace's contract for next year, which would be huge. Also, if we used the Joel Anthony trade exception on Thomas Robinson's contract, this would leave the Celtics with a $7 million trade exception from this deal.
While I think whomever said that this is a writer making up a story is correct, I'm going to use the following logic to dream. Portland is in complete win-now mode, since failure to do otherwise sets their franchise back a decade if Aldridgre leaves. Robinson and Wright are expensive expirings at the end of their bench -- if Portland believes Wallace would be an upgrade, it's not completely crazy from their side. Also, if they intend to keep Matthews next year in addition to Aldridge, they will have little to no cap room anyway, so Wallace does not hurt their cap space situation. In fact, having a $10 million expiring salary gives them something to match with if they try to add a big piece via a sign-and-trade, and extra draft picks and a young player like Powell don't hurt in that endeavor either.
Odds of something like this happening are small, but Portland is possibly the only team where Wallace could be seen as a short-term upgrade and not a long-term albatross, so it's not completely ridiculous - just largely improbable.