Ultrasound sonography (USG) imaging in a post-menopausal woman with uterine bleeding revealed an endometrial polyp. Two diagnostic tests: curettage of the canal and the endometrium and hysteroscopy failed and resulted in perforation of the cervical canal. Uterine excision with adnexa was performed. Histopathological examination, in addition to the polyp as revealed by USG, showed adenocarcinoma in the cervical uterine canal [adenocarcinoma in situ (AIS)], which could have been the reason why it was not possible to collect material from the uterus. Surprisingly, a small Brenner tumor was also found in the ovary. In cases where diagnostic material from the canal and endometrium in post-menopausal women cannot be obtained, excision of the uterus with adnexa seems to be the best diagnostic and therapeutic course of action.