Rim glass with lime and dip in a mix of chili powder and salt if desired.
Place pineapple chunks and jalapeno slices at the bottom of the shaker.
Muddle until fruit is crushed and jalapeno is broken up.
Add tequila, pineapple juice, lime juice, triple sec, and simple syrup to the shaker.
Add ice to fill the shaker halfway.
Shake for about 20 seconds or until well chilled.
Strain into the prepared glass over fresh ice.
Garnish with a pineapple wedge, jalapeno slice, or lime if you like.