Regex expression to replace special characters except first and last character found

I'd like to remove every special character from a string identifier and replace them with hyphens so it can be URL friendly.

This is part of Sitefinity CMS URL configuration, meaning that every time I create an item, it gets the title of it and generates a URL slug based on the regex expression I provide.

So I can only use ONE regex expression, and ONE substitution text, since it is added in Sitefinity's CMS URL configuration fields.

I can't use code or use regex in multiple steps.

So, for example, if I have the following title string:
Infographic phishing's awareness and $prevention (updated)

I'd like it to transform to:
infographic-phishing-awareness-and-prevention-updated

In Settings / Advanced / System / Site URL Settings / URLRulesClient we have the default regex expression set:
[^\p{L}-!$()=@\d_'.]+|.+$

The problem is that when content is created, the URLs only replace spaces and not special characters, with hyphens.

Is there a way I can replace the last special characters at the end of the string with an empty space?

You can try this regex - it matches everything except any letters from any language, digits (0-9), dash, underscore:

(?:'s)?[^\p{L}\-\d_]+|\.+$

If your title in Sitefinity is:
Infographic phishing's awareness and $prevention (updated).+!@=¨$'^^;,:

The URL that will be generated by Sitefinity with the custom regex will be as below
infographic-phishing-awareness-and-prevention-updated

test the regex

result in Sitefinity

If you want to leave the dot (.) in the url you can just add it within the square brackets - \.

(?:'s)?[^\p{L}\-\d_\.]+|\.+$

If you want to include any characters in the url and not replace them with a dash just add them in between the square brackets - below is an example how I included the brackets (I know you want to replace them with dash - just as a sample for reference) - \(\)

(?:'s)?[^\p{L}\-\d_\(\)]+|\.+$

I tested in Sitefinity the suggestions from the comments but they didn't work for me. Did you test them in Sitefinity?