Just had my 90 Merc 4 stroke lower leg off twice in the last week, its a PITA, way easier with two people, confirm what gear your in, eg FWD/REV or neutral, on your lower leg before you try and install the lower leg otherwise you will need to remove it again, i believe it default to FWD when removed. in FWD the prop will only ratchet in one direction, neutral spin free, reverse it locks in both directions, i installed mine in the FWD position, once confirmed what gear position make sure throttle lever in boat is in same position, slide lower leg up and you will need to first align the drive shaft spline by turning flywheel (make sure battery is disconnected), once drive shaft aligns you will be able slide it up further to about 25/30mm there it will stop because the gear selector coupling is not aligned with splines, (i placed my gear coupler on the spline coming from the motor) which allows you to see which direction it needs to move on the lower leg gear shaft spline, this is where you need two people to make it easier, so you can get down there with a light to see, (make sure your water pump tube and adapter are aligned at this point also),with the lower spline against the coupler get some pointy nose pliers and turn the lower leg gear shift shaft in the direction it needs to move to align (it will be minimal in either direction). by this stage your second person will be swearing and cursing for you to hurry the *%ck up. once aligned it should mate together and bolt up, before you place all nuts on lower leg confirm your gear selection works in all positions/directions. That is my experience, hope it helps you.
cheers