I think we're not being creative enough.
Let me first preface this by saying I don't think have the C's or combination of players to acquire the second pick, but stranger things have happened....
1) If I were DA I wouldn't draft Ricky Rubio with the second pick, we have a young and up and coming PG we need a backup PG who could shoot, Ricky is not coming to the NBA to be a career backup. Why not draft Stepen Curry instead. He is a combo guard so he could start as Rondo's backup, but ultimately Ray could mentor him to be his replacement. As Curry's rolls into his prime and Ray leaves his. He can be the starting SG of the future and Ray can anchor our bench until he retires playing out his last contract retiring a Celtic.... (this all assumes we can get pick 2 without giving up a starter) leaving Curry/Rondo as our backcourt of the future.
OR
2) And I can't believe no one's said this, though I haven't read every single post..... MAYBE we are drafting Ricky Rubio for someone else (because we have something Memphis wants that we are not privy to yet) and we will trade his rights for.... a big man, a backup for Pierce, or a backup PG we want or a couple of those things from the team who has one of those things and wants Rubio but can't get him.
Getting the Rubio pick for someone else makes sense. How about New Orleans? There have been rumors about New Orleans being unsure they can sign Chris Paul and needing to cut contracts. Assuming Memphis will take Rondo for Rubio and Gey, which is not assured, and assuming New Orleans will move CP3 for the right package of young players and cap relief, is this trade possible?
Boston gets: CP3, Chandler, Posey
NO gets: TA, RA, Scal, Gay, Pruitt, the Rubio pick, a Celtics pick
Memphis gets: J. Wright, Rondo
New Orleans: After cap consequences, NO ditches the Chandler and Posey contracts (close to $17 per year for 3 years) and gets Rubio, a C's pick, and Gay (but has to give up CP3 to do it).
Memphis gets Rondo, but gives up Gay and Rubio to do it.
Boston loses RA and Rondo, but gets CP3, Chandler, and Posey.
In the end, Boston is probably the only team that does this from a basketball perspective. But if Memphis really would trade Gay and the #2 for Rondo, it becomes at least possible. I still don't think that NO does this because CP3 is that good, but the incredible savings, Rubio, Gay, and another pick is at least a face-savings offer. Again, I'd never trade CP3, but New Orleans is willing to consider it. What would it take?
I'd expect that Portland could offer a better package for CP3 anway.