Make the syrup: Combine the sugar and 1/2 cup water in a saucepan over medium heat; cook, stirring, until the sugar dissolves. Remove from the heat and let cool. Transfer the syrup to a food processor or blender, add the ginger and puree until smooth. Let sit 2 to 3 hours, then strain the syrup through a fine-mesh strainer lined with cheesecloth.
Make the drink: Combine the brandy, vinegar, orange liqueur, honey and about 1 tablespoon of the ginger syrup in a cocktail shaker filled with ice. Shake well, then strain into a rocks glass filled with ice. Garnish with star anise, if desired.
Photograph by James Wojcik
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