Something that amazes me about The Shroud of Turin is that if it was created in the 14th century, how did they create a photographic negative 400 years before the first known photographic negative was created in 1826 by Nicephore Niepce. It’s the most studied artifact in history and still no one knows how The Shroud was created.
People in the 14th century were no dumber than people living today, and painters like Duccio di Buoninsegna had a great understanding of shadows, and were capable of drawing amazing portraits. They were absolutely capable of painting a negative of a portrait.
And, by the way, the image on the shroud is not made of paint, so contemporary proficiency with painting techniques hardly seems relevant.