Add the water, brown sugar, vanilla extract and ground cinnamon to a saucepan, and place over a medium-high heat. Bring to the boil, before reducing to a low-medium heat.
Add the pears to the saucepan and cover. Cook for 15-20 minutes or until pears are tender when pierced with a small sharp knife, but still hold their shape.
Remove the pears from the poaching liquid and set aside. Continue simmering the poaching liquid for 10-15 minutes or until reduced into a syrup.
While the syrup is simmering, make the chocolate sauce by placing the cream in a microwave safe mixing bowl, and microwave for 30 seconds or until hot but not boiling. Stir through the chopped chocolate, and allow to sit for 2 minutes. Whisk until the chocolate has melted and sauce is smooth.
Serve the poached pears with the syrup, and drizzle over the chocolate sauce.