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Add your graham crackers to the blender and blend until they are crumbs. Pour half the crumbs out into a bowl and set aside.
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On top of the remaining crumbs in your blender, add yogurt, peanut butter, marshmallow, and ice cubes. Blend until smooth about 30 seconds.
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Wet the rim of your cup with water and place face down into the bowl of crumbs until your rim is coated. Drizzle the chocolate syrup around your cup.
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Pour the remaining crumbs that didn't stick on your cup back into the smoothie and stir. Pour into your glass and enjoy!