Line a baking sheet with wax or parchment paper. Set aside.
In a double boiler, melt the solid shortening. Add the chocolate chips and stir occasionally until melted. Pour the melted chocolate into a smaller microwave-safe bowl (for a step later in the recipe).
Add 2 tablespoons of the melted chocolate to each mold.
Place an Oreo cookie on top of the melted chocolate.
Spoon additional chocolate on top of each cookie, until they are covered completely. You may have to tap the molds a bit if you see any air bubbles. Set aside any remaining melted chocolate for later use.
Chill for one hour.
Once chilled, pop the cookies out of their mold and place on the baking sheet.
Microwave the remaining melted chocolate in 10 second increments until melted again. Stir until smooth.
Dip the bottom of each pumpkin candy into the melted chocolate and place on the top of each chocolate covered Oreo cookie.
Sprinkle with autumn leaves sprinkles.
Chill for 20 minutes to allow the chocolate to harden.