If I have to rotate the engine by hand, I generally remove all the spark plugs the make the job much easier. If you can rotate with a finger in the plug bore of # 1, you can tell if it is coming up on compression. It's a bear to try to use the starter but you can if you just bump it and take it slow. You then just align the timing mark on the crank pulley with the pointer.
The vacuum advance it almost straight up when reinstalled with the rotor on # 1 cap terminal location.