In our upper-level undergraduate laboratory course in organic chemistry we focus on a research-oriented task in a context-based and problem-based learning approach. The course starts with a preliminary training period where the students learn how to safely and independently perform synthesis and purification procedures and to operate the most common analysis instruments. In the latter part of the course, the students are asked to perform an oxidation-reduction sequence with a chiral, optically pure terpene alcohol, such as menthol or borneol, as a starting material. This part is presented as a problem scenario and the students, working in small groups, are supposed to plan and execute the experimental work independently. Importantly, the research task presented herein is aimed to promote the undergraduate students' creative thinking as well as the problem solving skills in organic chemistry.