Canopus
The difficulty in measuring Canopus' distance stemmed from its being a "less luminous supergiant". Such stars are rare and poorly understood. They are stars that can be either in the process of evolving to or away from red giant status. This in turn made it difficult to know how intrinsically bright Canopus is, and therefore how far away it might be. Direct measurement was the only way to solve the problem. Canopus is too far away for Earth-based parallax observations to be made, so the star's distance was not known with certainty until the early 1990s.