Hmm, thanks for the response workmad3 but I've read The Emperor's New Mind (it's sitting right by my keyboard in fact) and I have not been left with the impression that Penrose even addressed the issue. When you get a chance please do refer to the book for me (with a page number), because there is a decent chance that he does answer the question but I just didn't "get it".
Anyway, I have my own answer, and wouldn't mind feedback. It is clear that the order of a point in dimensionless space is infinite, so entropy = zero at the big bang. I have seen some describe the big bang as not only an expansion of mass and energy, but also of spatial dimensions themselves - this would make it meaningless to ask what was "there" before the big bang occurred. However, if these dimensions persisted during a big crunch then it seems to me that entropy would approach infinity because the backdrop is now continuous and possibly infinite (i.e. the point has many/infinite locales).
In other words, entropy of a point in dimensionless space = zero, while entropy of a point in dimensioned space = infinity (or approaches infinity as the dimension grows, if one wants to reject the continuous nature of space)...