If the country you’re using as an example is in Eastern Europe, I think you may be overlooking key differences. Fareed Zakaria addresses this in his book “the Future of Freedom.” https://www.amazon.com/Future-Freedom-Illiberal-Democracy-Re.... He explains that many of the foundations of liberal democracy were put in place during autocratic regimes: https://en.wikipedia.org/wiki/The_Future_of_Freedom. Eastern Europe had many building blocks of democracy in place hundreds of years ago. For example https://en.wikipedia.org/wiki/Cossacks.
Is Hong Kong now more prosperous, after it moved to authoritarian rule?
What are your criteria for "authoritarian", that you count Japan among authoritarian countries?
What is your evidence that the authoritarian policies were the deciding factor in generating prosperity for these countries?
Yeah people had personal freedom, but they couldn’t do anything with it.
Of course there are quite literally thousands of reasons that explain Singapore's economic growth. Attributing everything to only one of them, to the influence of an enlightened dictator, is silly.
Want an opposite anecdote? In my country we experienced our greatest transformation in centuries in our first ~20 years of democracy. The country is radically different now from what it was 50 years ago, and it only happened when democracy and civil liberties suddenly and unexpectedly came into the picture.