I think a lot of that depends on a couple of things: First, where are the Blazers and second, what's the market for Simons and Grant?
Trading off players who are playing well just for unknowns isn't the way to build a winning team. Don't presume if you have the worst record that you're going to have the first pick, don't presume that top pick is going to turn out to be measurably better than the seventh and don't presume any of them are going to be better players or better for your organization than the players you're jettisoning.