Place in a food processor, chopper, blender. I used the Ninja and it really makes a smooth job of this process. Here is the one that I have. Ninja Master Blender.
After you have your pineapple all blended - pour it through a sieve. I also rub my fingers around in the sieve and get as much juice as I can. You won't have very much pulp left when you are done. Don't worry about exact measurements. Set aside.
Pour into you popsicle molds and freeze at least 6 hours.
To get the popsicles out of the mold I ran hot water on the underside first.
You can either leave the popsicles in the molds until you're ready to eat them or you can take the frozen popsicles out of the mold and put them in a freezer bag. Replace in the freezer.