Place coupe glass in the freezer to chill.
To prepare cinnamon simple syrup, add water and cinnamon sticks to a small sauce pan and bring to a boil. Lower heat and simmer for about 10 minutes. Remove pan from heat and strain out cinnamon sticks. Place pan back on burner and bring water back to a boil, then add sugar and whisk until all sugar as dissolved. Set aside and allow to cool.**
To prepare cocktail, add lemon juice, cherry juice, cinnamon syrup and bourbon to the small shaker tin.
Fill large tin about half-way with ice, then pour contents of small tin over the ice. Secure small tin over the large one and shake vigorously over your shoulder for 10 to 15 seconds.
Secure strainer over the mouth of the large tin and pour drink into chilled coup. Garnish with 1 or 2 whole cherries. Serve immediately.