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I found this script rotateTowardPoint.jsx to be helpful:

// rotateTowardPoint.jsx

// rotates the objects in the selection toward the center of the foreround object.
// USAGE: select the objects and run this script.

// test env: Adobe Illustrator CC (Win/Mac)

// Copyright(c) 2014 Hiroyuki Sato
// http://shspage.blogspot.jp/
// This script is distributed under the MIT License.
// See the LICENSE file for details.

// Fri, 14 Feb 2014 21:08:40 +0900

function main(){
    // settings:
    // extract_groups: rotates each item in the groups, otherwise rotates each groups  (checkbox value)
    // show_dialog: shows a dialog before execution, otherwise shows no dialog
    var conf = {
        extract_groups : false,
        show_dialog : true
    }
    
    if(documents.length < 1) return;
    
    var sels = activeDocument.selection;
    if( sels.length < 2 ) return;

    if( conf.show_dialog){
        var win = new Window("dialog", "rotateTowardPoint");
        win.alignChildren = "fill";
        
        win.chk = win.add("checkbox", undefined, "extract groups");
    
        win.btnGroup = win.add("group", undefined );
        win.btnGroup.alignment = "center";
        win.btnGroup.okBtn = win.btnGroup.add("button", undefined, "OK");
        win.btnGroup.cancelBtn = win.btnGroup.add("button", undefined, "Cancel");
    
        var getValues = function(){
            conf.extract_groups = win.chk.value;
        }
    
        win.btnGroup.okBtn.onClick = function(){
            getValues();
            rotateToPoint( sels, conf );
            win.close();
        }
        
        win.btnGroup.cancelBtn.onClick = function(){
            win.close();
        }
        win.show();
    } else {
        rotateToPoint( sels, conf );
    }
}

function rotateToPoint( sels, conf ){
    var target = sels[0];

    if( conf.extract_groups ){
        sels = extractGroup( sels.slice(1) );
    } else {
        sels = sels.slice(1);
    }
    
    // gets the center of the foreground object.
    // the other objects are rotated toward this point.
    var point = getCenter( target );
    
    for(var i = 0; i < sels.length; i++){
        var t = getAngle( point, getCenter(sels[i]));
        sels[i].rotate( t - 90, true, true, true, true, Transformation.CENTER );
    }
}

function getCenter(p){
    return [p.left + p.width / 2,
            p.top - p.height / 2];
}

function getAngle(p1, p2){
    return Math.atan2(p2[1] - p1[1],
                      p2[0] - p1[0]) * 180 / Math.PI;
}

function extractGroup( s, r ){
    if( r == undefined ) r = [];
    
    for( var i = 0; i < s.length; i++){
        if( s[i].typename == "GroupItem" ){
            extractGroup( s[i].pageItems, r );
        } else {
            r.push( s[i] );
        }
    }
    
    return r;
}

main();

 

https://shspage.blogspot.com/2014/02/rotatetowardpointjsx.html