I think there's almost a zero chance of Danny trading the #1 for more picks. He'd have to really be of the mind that there was little difference in the top 5-10 players. But as many have said, we don't need more quantity, we need more quality at the top.
If he made any trade with the #1, I think it'd be for an established star. But even then, you'd have to find the right team. And I'm not even sure that's really out there. Sure, the Bulls would probably give us Jimmy Butler, but do you really want to give up a cost controlled potential franchise player for a guy who is a star, but certainly not on the transcendent level (a la LeBron James)? Probably not.
Long story short, if the C's are lucky enough to get the pick, I think Danny holds onto it.