With a sharp knife, cut the skin off the pineapple, then cut the pineapple into 6 lengthwise wedges. Remove the core. (Alternatively cut your pineapple into rings or chunks if you wish a different shape than the wedges).
Bring 4 cups of water and 3/4 cup of the white sugar to a boil in a medium sized sauce pan. Add the pineapple. If necessary add a bit more water to cover the pineapple pieces. Lower the heat and cook for 20 minutes or until the pineapple is tender but not to soft. (Note that the cooking time with be less if you use the smaller pineapple chunks or rounds so keep and eye on it).
Remove the pineapple from the syrup using tongs and place the pineapple into a large squat glass jar or bowl. (Do not use metal).
Return the syrup to the heat and bring to a near boil. Continue to cook the syrup to reduce it until you have 2 cups remaining. Pour the syrup reduction through strainer over the pineapple. Let it marinate overnight.
The next day remove the pineapple from the poaching liquid. Return the poaching liquid to the stove and further reduce it over medium high heat until one cup remains. Once it is reduced, remove from heat, add the 1 tsp of butcher grind black pepper. Let the reduction cool.
Place the pineapple on a baking sheet and sprinkle heavily with the remain 1/4 cup white sugar. Broil until the pineapple begins to caramelize. Turn pineapple pieces and broil the remaining side(s) for 1 minute.
Serve with vanilla ice cream and top with the Black Pepper Syrup.

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Nutrition Facts

Per Serving Per 100 g

Amount Per 1 Serving
Calories	399.77 Kcal (1674 kJ)
Calories from fat	78.07 Kcal
		% Daily Value*
Total Fat	8.67g	13%
Cholesterol	34.7mg	12%
Sodium	66.14mg	3%
Potassium	485.37mg	10%
Total Carbs	81.25g	27%
Sugars	73.2g	293%
Dietary Fiber	3.43g	14%
Protein	5.8g	12%
Vitamin C	24.6mg	41%
Calcium	143.5mg	14%

Amount Per 100 g
Calories	110.01 Kcal (461 kJ)
Calories from fat	21.48 Kcal
		% Daily Value*
Total Fat	2.39g	13%
Cholesterol	9.55mg	12%
Sodium	18.2mg	3%
Potassium	133.56mg	10%
Total Carbs	22.36g	27%
Sugars	20.14g	293%
Dietary Fiber	0.94g	14%
Protein	1.6g	12%
Vitamin C	6.8mg	41%
Calcium	39.5mg	14%

* Percent Daily Values are based on a 2000 calorie diet. Your daily values may be higher or lower depending on your calorie needs.
Find out how many calories should you eat.

Tastes

salty
savory
bitter
sweet

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