No chance that team would win 40 games.
They'd be hard pressed to win 30 games.
Here's your hypothetical starting lineup:
Rondo, Bradley, Green, Bass, and Sully
There is NO floor spacing on that unit. Your best 3 pt shooter is Green ... then Bradley? Rondo? Yikes. Teams are going to pack the paint like it's nobodies business.
You've also go no one who can create their own shot. Rondo can sometimes, when he feels like it, but with teams packing the paint there will be very little room for him to maneuver.
You're also under-sized at every position, and have weak rebounding SF and PF.
And this is all assuming Rondo and Sullinger are 100% healthy.
You've got 0 depth at the big man position. 0 depth at the SF. You're carrying way too many guards that don't do anything great (Lee, Terry, Crawford.)
Oh ... and you're bumping up against the cap so you're limited in who you can bring in.
You're also losing 13 Win Shares of player between KG + PP.
(Rondo + Bradley + Sullinger + Bass + Green Win Shares: 15)