The difficulty for me isn't the syntax, so much as not knowing how to use the tools. Examples are extreme like other niche languages. You get either hello world or writing a web server. I'd like to see someone build a YouTube channel with a lot of very small applications that show adding methods, classes,debugging, and deployment.
I don't know about Pharo, but I have seen very few IDEs which make it as easy as Smalltalk environments (e.g. VisualWorks) to do what you asked for as they provide you with GUI a for all that stuff. Pharo is probably no different.
I think the first important step, is to understand the different columns of the 'System Browser'. From a quick search that video playlist might help you:
