The opening paragraph of On Conics was so dense that it might be enough to justify it as being the most difficult maths text written to this day.
I haven't tried reading it further, or read much more about it, and I'd definitely love to hear a story on how it was close to analytic geometry and calculus. I mentioned above the method of exhaustion, but that wasn't calculus, whose power derives from the combination of algebra, differentiation and the fundamental theorem of calculus. The way I'd tell the story is that analytic geometry only becomes relevant once you've laid down enough algebraic techniques for solving geometric problems and you're ready to move over, and, on my take on the history, that was mostly developed during the Islamic period.
Yeah, it's a real doozy. I spent a good amount of time on his Conics for a class I taught on classical geometry a few years ago. In my opinion the only thing the Greeks were really missing was algebra, and even though that's a huge and difficult component, I think even the basics would have pushed them over the edge of discovery. Doing everything geometrically meant that they could only consider the simplest curves that had easy geometric definitions (lines, circles, conics, etc), and that it took some of the best mathematicians of the time to handle even those.
They already had the basic idea of integration (Eudoxus' method of exhaustion), and the basic idea of differentiation (Apollonius constructed tangent lines to conics and determined their slopes), they were interested in maximization/minimization problems (Zenodorus on the beginnings of the isoperimetric inequality). No fundamental theorem of calculus though, because they were so restricted in the curves they could analyze that everything was done a posteriori - i.e. you take the curve and THEN apply your coordinate system and analysis, instead of finding a coordinate system and analysis that works and then placing the curve on that.
It was just a matter of putting everything together, which they couldn't do without having a general technique for describing and analyzing shapes. So we had to wait a couple thousand years...