Can't see Rondo leaving unless they include Mclemore or Stauskas and a future pick from Sacto.
The reason you get Monroe is because Rondo will turn him from a 15 point, 9 rebound guy to a 22 point, 12 rebound monster with all his terrific assists. Rondo would also be great at making staying around the basket more appealing to Smith to stop him drifting off and taking 18 footers.
The main problem with Monroe/Smith is making Smith a full time power forward with some rim protection ability- I don't think Josh Smith is that guy unless you can somehow force him to stay in the paint on both ends. Zero jumpshot policy, only allowed to take shots 10 feet or less, preferably in the post.
Surround him them with shooters and you might be a sniff at the 2nd round. Problem is now you've got Rondo and Smart (no shooters) on the perimeter other than Green.
I could perhaps see something like
Rondo + Smith to SAC.
Sacto's line up now looks like:
Rondo,
Stauskas,
Gay,
Smith,
Cousins.
Then Green+Derrick Williams+ Celtics 2015 Clippers pick to Detroit. They take these two players because they shed Josh Smith's contract VERY early while getting good production back that is far cheaper and expiring sooner.
Pistons line up is now:
Jennings
Caldwell Pope
Green
Wiliams
Drummond
To Celtics:
Ben Mclemore, 2015 Kings pick, 2016 Pistons pick, 2017 Kings pick.
We run a line up of:
Smart
Mclemore
Young
Sully
Ed Davis (or some other young upside cheap free agent or D Leaguer.)
With Olynyk off the bench.
Our picks are now:
Our own 2015+Kings 2015 pick+Phily 2015 pick (if it conveys).
Our own 2016+Detroit 2016 pick+Brooklyn 2016 pick
Our own 2017 pick+ Brooklyn 2017 pick swap+ Kings 2017 pick.
Our own 2018+Brooklyn 2018
And now we find ourselves with a MONSTROUS haul of picks for Rondo and Jeff Green and a total of 10 guaranteed firsts through 2018 and possibly 11.
The value of the Detroit 2016 pick and the Kings 2015 pick would be huge. I'd also say that if Rondo went down, or Cousins went down, that Kings team would be up Doo-Doo creek and that pick would skyrocket.
We can then trade up in future drafts, or move these picks as more disgruntled stars come along and Smart and Mclemore develop.
If you asked the Kings for two first round picks if they could add Rondo and Smith to Gay and Cousins they 100% yes.
If you ask the Pistons would they give up their 2016 first round pick to shed Josh Smith's deal AND get back Derrick Williams, I think they say yes.