Fair, though I will point out that my strategy is to use (512, 729) or (512, 243), which is only slightly worse than your strat (usually 10-ish possibilities are left), as opposed to being horrendously inefficient (yes, I realize I also sacrifice the potential to get consistent threes).
I will point out that, while the "largest divisor is X" clue is the worst clue in terms of narrowing down the answers, "is prime" is so unbearably annoying to list out the remaining possibilities (esp since I use only pen and paper) that it might as well have not narrowed it down at all.
After having tried 499 as the 1st guess for free play, I must say that I might start doing that instead. Though I do wonder how you narrow it down after entering 499?