What are you trying to learn and why?

Math starts with axioms, which are some statements that everything else is built from. Axioms, as far as I understand, can't be derived. These are the most basic building blocks. Then through logic and deductions other machinery is built up. There is a certain amount that does need to be internalized or memorized, but that is the same for learning the alphabet.

In math classes, at least at the university level in Canada, knowing the statement of definitions and theorems covered exactly is somewhat important. If it's a proof based course this is more important, but the theorem will tell you where it's applicable, so knowing that helps.

Math builds. It took me until a third year complex analysis course to build up enough courage to ask a prof how he solves problems. Basically he said he has a hierarchy of theorems in a given field. When he sees a problem he will go through each of them starting with the easiest to apply and check the assumptions. If it applies, then he will use it and get the result. If not, move on to the next one. He goes and looks up the exact statements and how to go through with the calculations and checks. If you forget something, look it up.

Eventually after solving enough problems you'll build up some intuition and muscle memory for the problems.

As to how to progress, I am not sure. Some mathematicians say you kind of just pick things up and then connect the threads later on. It's not always possible to march through in a linear manner because there isn't an absolute ordering in what to learn.

There should be an appendix in the back of a textbook that reviews or outlines what's required for the book. There will be a few questions that rely on outside knowledge, but one can still learn the majority of the concepts without going to far afield for review.

Start with what you want and fill in the rest of the gaps by working backwards.

I wouldn't worry about memorizing the times tables (unless maybe you're interested in number theory?) if you're trying to learn math. Know algebra, functions, and graphing as a minimum, then start to learn what you want... I would just use a calculator or pencil and paper to multiply things out on homework. If this is for personal benefit, then don't hesitate to get some numerical methods involved to help learning the material.