Add simple syrup to an old-fashioned glass.
Add club soda and stir briefly to combine.
Fill the glass almost to the rim with crushed ice.
Pour in the brandy and stir gently to integrate.
Garnish with an orange slice, a lemon slice, and a maraschino cherry.
Serve with a straw.
The cobbler is one of America's oldest cocktail categories, popularized in the 1830s and famously praised by Charles Dickens - the crushed ice was considered so novel at the time that it was a key part of the drink's appeal. Use a quality VSOP cognac or aged American brandy for the most rewarding result.
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