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Mix the Base: In a mixing bowl, combine the Greek yogurt, protein powder, zero-calorie sweetener, sugar-free pudding mix, fat-free milk, and vanilla extract. Stir until well combined and smooth.
Crush Oreos: Crush the Oreos into small pieces. You can do this by placing them in a plastic bag and using a rolling pin or by pulsing them in a food processor.
Assemble: Fold the crushed Oreos into the yogurt mixture. Make sure they are evenly distributed.
Pour into Molds: Pour the mixture into popsicle molds or an ice cube tray. If using popsicle sticks, insert them into the molds.
Freeze: Place the molds in the freezer and let them freeze for at least 4 hours, or until solid.