Happ is a middle of the rotation starter. They also had some crappy teams through the years which allowed them a better draft position.
The Rays had no money and put everything into the draft. Ditto on draft position.
The Sox have Papelbon, Delcarmen, Bard, Youkilis, Lester, Bucholz, Pedroia and Ellsbury on the ML roster.
I don't get the point you're trying to make. The Sox don't have many prospects on the brink right now because they've been adding them left and right to the big club, so it's only logical that a re-loading period follow such a depletion of the farm system.