Combine passion fruit puree, wine, pineapple, strawberries, and simple syrup in a blender. Process until smooth.
Pour liquid mixture into the popsicle mold. Insert wooden popsicle sticks. Freeze for at least 6 hours until popsicles are solid.
To make simple syrup: bring to a boil equal parts water and granulated sugar. Once sugar has dissolved, remove from heat and cool to room temperature. Keep simple syrup chilled in the fridge until ready to use.