Superior mesenteric artery syndrome is a rare condition and is challenging to diagnose. The incidence is less than 1%. Patients usually present with chronic abdominal pain or signs and symptoms of proximal intestinal obstruction, which is caused by compression of the 3rd part of the duodenum between the SMA and the aorta. In this video, we present a case of a 24-year-old male who presented with persistent postprandial pain and severe weight loss. His CT abdomen showed distention of the 3rd portion of the duodenum, a narrowed aortomesenteric angle, and a decrease in aortomesenteric distance, suggesting a diagnosis of SMA syndrome. The patient underwent laparoscopic duodenojejunostomy at our institution. The operative technique is demonstrated in this video. No intra-operative complications occurred. Operative time was 100 minutes. His post-operative course was unremarkable. The patient was discharged home on post-operative day 3 and was symptom-free at 2-week follow up.